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methyl (2R,6S)-6-hydroxy-2-methyl-4-oxo-6-[(5R,10S,13R,14R,17S)-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ce7cf768-2525-42cf-a2a9-55f8cc1e4d9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R,6S)-6-hydroxy-2-methyl-4-oxo-6-[(5R,10S,13R,14R,17S)-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate
SMILES (Canonical) CC(CC(=O)CC(C)(C1CC(=O)C2(C1(CC(=O)C3=C2C(=O)CC4C3(CCC(=O)C4(C)C)C)C)C)O)C(=O)OC
SMILES (Isomeric) C[C@H](CC(=O)C[C@@](C)([C@H]1CC(=O)[C@@]2([C@@]1(CC(=O)C3=C2C(=O)C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C)O)C(=O)OC
InChI InChI=1S/C31H42O8/c1-16(26(37)39-8)11-17(32)14-30(6,38)21-13-23(36)31(7)25-18(33)12-20-27(2,3)22(35)9-10-28(20,4)24(25)19(34)15-29(21,31)5/h16,20-21,38H,9-15H2,1-8H3/t16-,20+,21+,28+,29-,30+,31+/m1/s1
InChI Key UEDNIAMTXNJXSQ-ZZJJYMFESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H42O8
Molecular Weight 542.70 g/mol
Exact Mass 542.28796829 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 3.75
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,6S)-6-hydroxy-2-methyl-4-oxo-6-[(5R,10S,13R,14R,17S)-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.6962 69.62%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8656 86.56%
OATP2B1 inhibitior - 0.5763 57.63%
OATP1B1 inhibitior + 0.8692 86.92%
OATP1B3 inhibitior - 0.3612 36.12%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.8593 85.93%
P-glycoprotein inhibitior + 0.7377 73.77%
P-glycoprotein substrate - 0.5125 51.25%
CYP3A4 substrate + 0.6928 69.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9077 90.77%
CYP3A4 inhibition - 0.8229 82.29%
CYP2C9 inhibition - 0.7453 74.53%
CYP2C19 inhibition - 0.8172 81.72%
CYP2D6 inhibition - 0.9636 96.36%
CYP1A2 inhibition - 0.8293 82.93%
CYP2C8 inhibition + 0.5783 57.83%
CYP inhibitory promiscuity - 0.8916 89.16%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6695 66.95%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.8934 89.34%
Skin irritation + 0.6081 60.81%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3997 39.97%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6840 68.40%
skin sensitisation - 0.8151 81.51%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6214 62.14%
Acute Oral Toxicity (c) I 0.5021 50.21%
Estrogen receptor binding + 0.6409 64.09%
Androgen receptor binding + 0.6774 67.74%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7718 77.18%
Aromatase binding + 0.7412 74.12%
PPAR gamma + 0.6531 65.31%
Honey bee toxicity - 0.7195 71.95%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9954 99.54%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.16% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.63% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.96% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 94.22% 98.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.70% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.54% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 93.51% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.37% 94.45%
CHEMBL236 P41143 Delta opioid receptor 88.51% 99.35%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.23% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 86.57% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 86.10% 91.19%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.61% 90.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.25% 82.69%
CHEMBL5028 O14672 ADAM10 85.20% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.85% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.72% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 83.06% 95.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.64% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.28% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.09% 91.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162852146
LOTUS LTS0033398
wikiData Q105270811